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Ultimate 9-Day Road Trip from Jacksonville to Charleston

Ultimate 9-Day Road Trip from Jacksonville to Charleston Itinerary

Last updated: 2024 Jun 14

Jacksonville City Delights

Morning
Start your road trip with a delightful breakfast at Maple Street Biscuit Company, known for its unique biscuit creations. Afterward, enjoy a fun-filled Jacksonville Scavenger Hunt to explore the city's hidden gems.
Afternoon
For lunch, savor the flavors of the South at The Bearded Pig BBQ. Afterward, immerse yourself in a 1-hour Jacksonville Escape Room Adventure for a thrilling experience.
Evening
Conclude your day with a sophisticated dinner at Orsay, offering exquisite French cuisine in a charming setting.
Bedtime
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Visit Jacksonville Scavenger Hunt in Jacksonville

Jacksonville Scavenger Hunt

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Visit The Escape Game at St. John's Town Center in Jacksonville in Jacksonville
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Jacksonville Escape Room Adventure

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Wine Tasting and Haunted Tour

Morning
Enjoy a leisurely morning and head to Metro Diner for a classic Southern breakfast to fuel your day.
Afternoon
Indulge in a luxurious "Wine & Dine Tasting Tour " where you can sample a variety of wines paired with gourmet dishes.
Evening
As the sun sets, join the "Ghosts and Ghouls Haunted Walking Tour " to uncover the spooky tales of Jacksonville's past. After the tour, have a casual dinner at Hawkers Asian Street Fare for a unique dining experience.
Bedtime
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Scenic Drive and Culinary Delights

Morning
Take a scenic drive along the A1A Scenic Byway with the "Self-Guided Driving Audio Tour " to enjoy the coastal views.
Afternoon
For lunch, stop at Safe Harbor Seafood Market and Restaurant for fresh seafood. Afterward, continue your drive and explore the charming towns along the coast.
Evening
In the evening, dine at Black Sheep Restaurant, known for its farm-to-table concept and rooftop bar with city views.
Bedtime
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Historic St. Augustine

Morning
Embark on a road trip to St. Augustine, the oldest city in the U.S. Start your day with a hearty breakfast at The Floridian.
Afternoon
Explore the historic sites of St. Augustine, including the Castillo de San Marcos and the St. Augustine Lighthouse. For lunch, enjoy the local cuisine at The Columbia Restaurant.
Evening
Take a leisurely walk down St. George Street and dine at A1A Ale Works overlooking the water.
Bedtime
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Charming Savannah

Morning
Continue your road trip to Savannah, Georgia, and have a traditional Southern breakfast at Clary's Cafe.
Afternoon
Explore the historic district of Savannah, including Forsyth Park and River Street. For lunch, try the famous shrimp and grits at Mrs. Wilkes' Dining Room.
Evening
Enjoy a relaxing evening with a riverboat cruise on the Savannah River. Have dinner at The Olde Pink House for a taste of Lowcountry cuisine.
Bedtime
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Welcome to Charleston

Morning
Arrive in Charleston and start your day with a classic Southern breakfast at Hominy Grill.
Afternoon
Visit the historic plantations outside of Charleston, such as Boone Hall or Magnolia Plantation. For lunch, have a picnic at the Middleton Place Gardens.
Evening
Explore the charming streets of Charleston and dine at Husk, known for its innovative Southern cuisine.
Bedtime
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Historic Charleston

Morning
Take a walking tour of the historic district, including Rainbow Row and the Battery. Stop for a quick bite at Callie's Hot Little Biscuit.
Afternoon
Visit the Charleston City Market and the Nathaniel Russell House. For lunch, try the famous oyster roast at Bowens Island Restaurant.
Evening
Enjoy a sunset cruise in Charleston Harbor and have a seafood dinner at Fleet Landing Restaurant & Bar.
Bedtime
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Culinary Exploration

Morning
Join a culinary tour of Charleston to sample the local flavors and learn about the city's food culture.
Afternoon
Visit the Charleston Tea Plantation and enjoy a traditional Lowcountry tea experience. For lunch, have a picnic at Angel Oak Tree.
Evening
Conclude your day with a fine dining experience at McCrady's Tavern.
Bedtime
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Farewell to the Lowcountry

Morning
Spend your last morning in Charleston exploring the Gibbes Museum of Art and the historic churches of the city.
Afternoon
For your final meal in the Lowcountry, indulge in a seafood feast at The Ordinary. Take a leisurely walk along the waterfront before heading back to Jacksonville.
Evening
Return to Jacksonville, savoring the memories of your 9-day road trip through the charming cities of the South.
Bedtime
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